Organic solvent-soluble mucopolysaccharide, antibacterial antithrombogenic composition and medical material

The present invention relates to an organic solvent-soluble mucopolysaccharide consisting of an ionic complex of at least one mucopolysaccharide (preferably heparin or heparin derivative) and a quaternary phosphonium, an antibacterial antithrombogenic composition comprising said organic solvent-soluble mucopolysaccharide and an organic polymer material, an antibacterial antithrombogenic composition comprising said organic solvent-soluble mucopolysaccharide and an antibacterial agent (preferably inorganic antibacterial agent such as silver zeolite), and to a medical material comprising said organic solvent-soluble mucopolysaccharide. The organic solvent-soluble mucopolysaccharide, and the antibacterial antithrombogenic composition and medical material containing the same, of the present invention, can easily impart antithrombogenicity and antibacterial property to a polymer to be a base material, which properties being maintained not only immediately after preparation of the material but also after long-term elution. Thus, the organic solvent-soluble mucopolysaccharide and antibacterial antithrombogenic material of the present invention show superior applicability as a material to impart antithrombogenicity and antibacterial ability to medical materials.

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Claims

1. An organic solvent-soluble ionic complex of at least one mucopolysaccharide and a quaternary phosphonium.

2. The organic solvent-soluble ionic complex of claim 1, wherein the mucopolysaccharide is selected from the group consisting of heparin and heparin derivatives.

3. The organic solvent-soluble ionic complex of claim 1, wherein the quaternary phosphonium has the formula (I) ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are the same or different and each is alkyl having 1 to 12 carbon atoms, aryl having 6 to 12 carbon atoms or aralkyl having 7 to 20 carbon atoms, and R.sup.4 is alkyl having 1 to 25 carbon atoms.

4. An antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3 and an organic polymer material.

5. The composition of claim 4, wherein the organic polymer material is selected from the group consisting of poly(vinyl halide), poly(vinylidene halide), polyurethane, polyurethaneurea, polyester and polyamide.

6. An antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3, an organic polymer material and an antibacterial agent.

7. The composition of claim 6 wherein the organic polymer material is selected from the group consisting of poly(vinyl halide), poly(vinylidene halide), polyurethane, polyurethaneurea, polyester and polyamide.

8. The composition of claim 6 wherein the antibacterial agent is an inorganic antibacterial agent.

9. The composition of claim 8 wherein the inorganic antibacterial agent is at least one member selected from the group consisting of silver zeolite, silver zirconium phosphate complex, silver ceramics, silver silica and antibacterial glass.

10. The composition of claim 8 which comprises 0.1-50 parts by weight of the organic solvent-soluble mucopolysaccharide and 0.1-50 parts by weight of the inorganic antibacterial agent, both relative to 100 parts by weight of the organic polymer material.

11. An antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3 and an antibacterial agent.

12. The composition of claim 11 wherein the antibacterial agent is an inorganic antibacterial agent.

13. The composition of claim 12 wherein the inorganic antibacterial agent is at least one member selected from the group consisting of silver zeolite, silver zirconium phosphate complex, silver ceramics, silver silica and antibacterial glass.

14. A medical material comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3.

15. A medical material comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3 and an organic polymer material.

16. A medical material comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3, an organic polymer material and an antibacterial agent.

17. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises admixing the organic solvent-soluble ionic complex of any one of claims 1 to 3 with the medical material.

18. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises coating the medical material with the organic solvent-soluble ionic complex of any one of claims 1 to 3.

19. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises admixing an antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3 and an organic polymer material with the medical material.

20. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises coating the medical material with an antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3 and an organic polymer material.

21. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises admixing an antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of any one of claims 1 to 3, an organic polymer material and an antibacterial agent with the medical material.

22. A method for imparting antibacterial property and antithrombogenicity to a medical material, which comprises coating the medical material with an antibacterial antithrombogenic composition comprising the organic solvent-soluble ionic complex of claims 1 to 3, an organic polymer material and an antibacterial agent.

Referenced Cited
U.S. Patent Documents
4273873 June 16, 1981 Takagi et al.
Other references
  • Polymeric Phosphonium Salts as a Novel Class of Cationic Biocides; Akihiko Kanazawa, Tomiki Ikeda, and Takeshi Endo; Journal of Polymer Science: Part A: Polymer chemistry, vol. 32, 1997-2001 (1994). Polymeric Phosphonium Salts as a Novel Class of Cationic Biocides; Akihiko Kanazawa, Tomiki Ikeda, and Takeshi Endo; Journal of Applied Polymer Science, vol. 53, 1245-1249 (1994). Synthesis and Antimicrobial Activity of Dimethyl-and Trimethyl-Substituted Phosphonium Salts with Alkyl Chains of Various Lengths; Akihiko Kanazawa, Tomiki Ikeda and Takeshi Endo; Antimicrobial Agents and Chemotherapy, May 1994, 945-952. Polymeric Phosphonium Salts as a Novel Class of Cationic Biocides: Akihiko Kanazawa, Tomiki Ikeda, and Takeshi Endo; Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 3031-3038 (1993). Polymeric Phosphonium Salts as a Novel Class of Cationic Biocides; Akihiko Kanazawa, Tomiki Ikeda, and Takeshi Endo; Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 3003-3011 (1993). Polymeric Phosphonium Salts as a novel Class of Cationic Biocides; Akihiko Kanazawa, Tomiki Ikeda, and Takeshi Endo; Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 1467-1472 (1993). Poilymeric Phosphonium Salts as a Novel Class of Cationic Biocides; Akihiko Kanazawa, Tomiki Ideka, and Takeshi Endo; Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 1441-1447 (1993). Novel Polycationic Biocides: Synthesis and Antibacterial Activity of Polymeric Phosphonium Salts; Journal of Polymer Science: Part A: Polymer Chemistry, vol. 31, 335-343 (1993).
Patent History
Patent number: 5783570
Type: Grant
Filed: Dec 23, 1996
Date of Patent: Jul 21, 1998
Assignee: Toyo Boseki Kabushiki Kaisha (Osaka)
Inventors: Hideyuki Yokota (Ohtsu), Masakazu Tanaka (Ohtsu), Masahiro Seko (Ohtsu), Noriko Monden (Ohtsu), Susumu Arimori (Ohtsu), Shigeji Konagaya (Ohtsu)
Primary Examiner: Elli Peselev
Law Firm: Leydig, Voit & Mayer, Ltd.
Application Number: 8/774,288
Classifications
Current U.S. Class: Heparin Or Derivative (514/56); Polysaccharide (514/54); Heparin Or Derivative (536/21); Sulfur Containing (536/54); Plural Nitrogens Containing (536/55); 536/551; 536/552
International Classification: A61K 3170; C08B 3710;